Holiday rentals in Lakeland Highlands

Private Studio Suite

🧳 Perfect for a solo traveler or couple looking to visit the peaceful city of Lakeland. 📍Located about 40 minutes from Tampa and an hour from Orlando, in the family friendly area of Lakeland Highlands. - There’s nearby trails, grocery stores, convenience stores and eateries. - Polk Parkway is less then 10 minutes away, it’s the quickest route to get to i4. 🏠 The suite includes a private entrance with full bathroom and backyard area. 🚗 Free Parking Space(s) 👐🏽 Flexible & Contactless Entry

Christina Casa - a South Lakeland Getaway

Welcome to Christina Casa, your ultimate vacation retreat! Nestled in a quiet South Lakeland Neighborhood, this charming 3-bedroom has 2 full baths. The fully stocked kitchen invites culinary adventures, while the cozy living room offers a plethora of games and books for endless entertainment. Step outside to the inviting patio area, complete with a grill for delightful outdoor dining experiences. Embrace relaxation and adventure at Christina Casa, where making memories await! Come be our guest!

South Lakeland Pool Home, Near Streamsong Golf

Spacious 3BR/2.5BA pool home in quiet South Lakeland (Christina neighborhood), sleeps 7. Relax by your private pool after golf, travel, or tournaments. Just 25 min to Streamsong Resort. Loyce Harper Park (baseball/softball, biking) is 2 min away; Christina Park across the street hosts softball tournaments. Eaglebrook Golf & Country Club is nearly walking distance. Minutes from great dining, Bonnet Springs Park, and LEGOLAND. Visit in April for Sun 'N Fun, one of the country's largest air shows!

5/3 Luxury Oasis Resort- Pool - Full Gym - Balcony

. Discover a spacious 5-bedroom gem in a prime Lakeland location. This beautiful home sits on a private 1 acre lot, features a sparkling screened pool , a specious backyard, a complete gym to keep you active and a BBQ grill area. Perfect for large families vacationing, visiting family or to host your unforgettable event/family gathering (only under approval) with plenty of parking! With easy access to restaurants, grocery, I4, Disney. This home was Designed to create memorable stays

The Woodsy Weekender

Take it easy at this unique and tranquil getaway in the woods. Wake up in one of our cozy queen or full sized beds, and enjoy coffee and hot chocolate on the 2nd story deck. 10 minutes from downtown Lakeland, spend your day walking our beautiful lakes and eating at our foodie hotspots. End your day back the at Woodsy Weekender making dinner in our full kitchen and sipping wine on the screened in back porch swings watching the sunset. The perfect little "Safe Haven" cabin for all occasions.

Private Pool + Arcade | Near Hospitals & Downtown

Spacious 4BR Lakeland home with private pool, arcade game room, free parking, king & queen beds, fast Wi-Fi, workspace, full kitchen, and roomy living areas. Near Christina Park, Elite Fall Classic Volleyball Center, Advent Health Field House, ISPS August Heat – Softball, Lake Myrtle Sports Park, Lakeland Square Mall, Downtown Lakeland, Lakeland Linder Airport, Orlando Health Lakeland Highlands Hospital, Watson Clinic, Bonnet Springs Park, First Friday events, and LEGOLAND Florida.

The Highland House • Cozy 3BR • Fireplace • Patio

Stylish and spacious, this South Lakeland retreat is the perfect home base for your stay. Enjoy a beautifully updated interior with an open-concept layout, modern kitchen, and cozy living space for relaxing or gathering. With comfortable bedrooms, a large dining area, and plenty of room to unwind, it’s ideal for families, groups, or work trips. Features a screened patio, fenced yard, and keyless entry, all in a quiet neighborhood close to shopping, dining, and local attractions.

Casa Planta Cozy Tropical Oasis Pool View Suite

Casa Planta is a garden-inspired oasis where nature & relaxation meet. Our tropical landscape is currently in a seasonal restoration phase due to extreme winter freezes, w/ an evolving garden setting. Enjoy a peaceful walk to your private entrance & unwind poolside in your 2BR/1BA suite. The pool and interior remain exactly as pictured—private, comfy, & serene. The guest suite is attached to the main house but completely blocked off from it.

Charming Guesthouse

Escape to a beautifully styled South Lakeland retreat, loved by guests for its comfort, peaceful setting, and convenient location. Settle into a cozy, thoughtfully designed space with fast WiFi, relaxing touches, and a quiet neighborhood feel. Spend your days exploring nearby lakes, dining, shopping, and Central Florida attractions, then return home to unwind, recharge, and enjoy a stay that feels effortless.

Heart of South Lakeland in adorable neighborhood!

In the heart of South Lakeland, in one of the most sought out locations. Easy access to a variety of restaurants, shopping and minutes away from the Polk Parkway and South Florida Ave. Whether your destination is here in Lakeland, to the beach, or off to see Mickey, our goal is to make you feel at home! The home features a newly remodeled kitchen, a smart tv, memory foam mattresses, and all the coffee!

Intimate and peaceful stay

Rest in this intimate and serene room, perfect for two guests. It has a bedroom with a king-size bed, a full bathroom, and an equipped kitchen. The white design conveys calm and freshness. Enjoy the private patio with swing and outdoor table. Start the day with coffee under the sky or relax in the afternoon on the swing. Ideal for couples or solo travelers seeking privacy and tranquility.

Florida Creek studio

More than just a place to stay, this is a space for creating memories. Here, you will find tranquility, comfort, and an atmosphere that invites you to relax. Whether you come for rest or adventure, this home will serve as the perfect setting for your experience.